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Senior Software Engineer (Producer Experience)

Sagesure

Chicago, Illinois, United States (Chicago, IL) Remote permanent

Posted: January 13, 2026

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Job Description

Overview:

If you're looking for the stability of a profitable, growing company with the entrepreneurial spirit of a startup, we’re hiring. SageSure, a leader in catastrophe-exposed property insurance, is seeking a Senior Software Engineer to help shape the technology behind our market-leading buying experience.

In this role, you’ll design and implement APIs that power our SageSure Agent Portal—where insurance agents quote and bind policies—driving a seamless, efficient experience. We’re seeking a skilled Java/Spring developer who thrives in a collaborative, fast-paced environment and is excited about building modern, scalable backend systems.

What you’d be doing:

• Collaborate closely with software engineers, QA engineers, and product managers to deliver effective, high-quality solutions.

• Lead technical discussions, contributing to architectural decisions and reviewing engineering plans.

• Design and implement APIs using Java and the Spring framework.

• Write comprehensive unit tests and partner with QA on API and end-to-end testing to ensure quality and reliability.

• Continuously release and improve software through iterative development and CI/CD pipelines.

• Make informed database design decisions using both SQL (PostgreSQL) and NoSQL (Elasticsearch) databases.

• Leverage AWS cloud infrastructure, monitoring tools, and CI/CD pipelines to deliver observable, stable, and performant code.

We’re looking for someone who has:

• A bachelor’s degree in Computer Science or equivalent professional experience.

• 5+ years of experience building and deploying software applications.

• Advanced proficiency in Java/Spring microservices and REST API development.

• Strong communication and cross-functional collaboration skills.

• Solid experience with relational and non-relational databases.

Highly preferred candidates also have:

• Insurance industry experience, particularly Property and Casualty (P&C).

• Strong understanding of system design principles for high-availability and distributed systems.

• Professional certifications (e.g., AWS Certified Developer or Architect).

Software at SageSure:

Originally founded as a software and analytics business, SageSure's proprietary technology has always been a key source of competitive advantage. We offer agents and policyholders best-in-class, modern capabilities to quote and bind insurance, service policies, and submit and track claims. We operate a microservices-based SaaS platform and conduct a substantial share of our business through our API. Our software product, engineering, and operations teams set the bar for talent in our industry. We work remotely from numerous states across the country and are always looking for exceptional individuals to join us.

We are continually innovating with modern tools and technologies, and we welcome new perspectives. An ideal candidate will have a passion for some of our key technologies and advocate pragmatic industry practices around availability, scalability, security, and automation. A cloud-based infrastructure, continuous integration and delivery, and a quality-first approach help us to better deliver software. A metrics-driven mindset has become part of our DNA and helps us make data-driven decisions. If you have interests across these domains, we want to help grow and foster them.

About SageSure:

Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed markets in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 50 competitively priced home, flood, earthquake, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $1.9 billion of inforce premium and helps protect 640,000 policyholders.

SageSure has more than 1000 employees working remotely or in-office across nine offices: Cheshire, Connecticut; Chicago, Illinois; Cincinnati, Ohio; Houston, Texas; Jersey City, New Jersey; Mountain View, California; Marlton, New Jersey; Tallahassee, Florida; and Seattle, Washington.

SageSure offers generous health benefits and perks, including tuition reimbursement, wellness allowance, paid volunteer time off, a matching 401K plan, and more.

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.

Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team! Visit sagesure.com/careers to find a position for you.

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